Tutoring A Friend
written by:
oppy-n-rose

A few months ago I decided I wanted to go back to college to get my Masters degree. I had a job in a school and wanted to advance my career. With my schedule being pretty hectic between work and family, I decided to take some night classes. Luckily there was a very good college that was only 20 min. away from my home and that would make it a lot easier for me. I signed up for my courses and would be attending class 3 nights a week. My husband didn't mind because once I got my Masters degree, it would hopefully pay off and I would earn more. I looked forward to the classes, as it would be a change of pace for me.

My classes began on a Monday evening and I was pretty nervous as I headed to school. I arrived at the college and after orientation, I found my way to my class. I took a seat as more students began filing into the classroom. Once everyone was settled, the professor came in and began talking to us. The first night was pretty simple as we do very much. I took a look around the class as I listened to the professor and noticed that I was probably one of the older students there. The class was mostly made up of students in their early 20s and even though I was only in my early 30s, I felt much older around them. Eventually the class ended and I headed home. The rest of the week went by pretty smoothly, with me working and attending class at night. I spent the next couple of weeks pretty much running the same schedule. I would go to work, stop home after work to attend to family and then head to class. As time passed by, I got a bit more comfortable in the class and even began making friends. I was usually pretty shy and was surprised that I was being social with other students. Normally I would just keep to myself, but since I was comfortable I began getting friendly.

One night during one of the breaks, I was standing around chatting with some of my friends when one of them asked me what I did for a living. I told them that I worked in a school for children with special needs and had all my teaching credentials. We continue chatting as they asked me all kinds of questions about it. Some of them were interested in becoming teachers themselves and wanted to know what it took. Eventually the break was over and we all headed back to class. A couple hours later, class ended and after saying goodbye I began heading out to my car. As I was walking through the parking lot, I heard somebody call out my name and looked back to see one of my classmates Teddy waving to me as he walked in my direction. I stopped and waited for him to see what he wanted. When he finally reached me I greeted him and asked him what was up. He told me he wanted to ask me a question and hope I didn't mind. I laughed and told him that he could ask me anything he wanted. With that, he told me that he heard me earlier when I told everyone that I work in a school and he was wondering if I could help him out. I asked him what his problem was and he told me that he was having issues with some of his class work and needed some help so that he wouldn't fail. I asked him what he had in mind and he told me that he would pay me if I were willing to give him a little tutoring. I asked him if I could think about it and he nodded. I told him I would get back to him when we had our next class. He thanked me and I was soon on my way home.

That night, as I had dinner I discussed with my husband what my classmate had asked me. I told him that he was willing to pay me to tutor him a couple days a week and my husband seemed to be pretty cool with it. After all we could always use a little extra cash now that we had a baby. My husband told me that he was up to me and in the end I decided to do it. I knew that it would make my schedule a little more hectic but at the same time a little extra cash never hurt. During my next class, I caught up with Teddy during one of our breaks and told him that I would be willing to tutor him. He was happy because he really needed the help and we set up a schedule. I decided that since I had the baby, it would be a bit easier if he could come to my place for the tutoring so I wouldn't have to drag the baby out of the house with me because the daycare closed at six and I would have nobody to watch him. My husband didn't have a set time since he was a landscaper and came home at different hours everyday. Ted told me that coming to my house was fine since he had a car and I was only 20 min. away from the college where he was staying in a dorm. We set everything up and I told him that I would see him the following evening. Once we were done, we headed back to class.

The next day went by as usual, as I worked, picked up my son from daycare and then headed home. There was no class that night, which meant Ted, would be coming by for his first tutoring lesson. I got home, made dinner and tended to the baby. My husband eventually arrived and we had dinner. Around 7 PM, the doorbell rang and I knew it was Teddy. I opened the door and invited him in. We made our way into the dining room where my husband was finishing up some paperwork. After introducing them to each other, Ted and I settled down in the dining room and began to go over some schoolwork. I won't bore you with the details of our tutoring lessons, as they were pretty basic. Over the course of the next several weeks, he would come by twice a week and I would help him with his work. Naturally, over that time we became friendly with one another and I noticed how much of a gentleman he was which I found rare for someone his age. He was only 21 and I had expected him to spend his time hitting on the girls in college as well as partying hard like most college students were doing. Instead he was pretty focused on his schoolwork and wanted to do well. I began getting pretty comfortable around him and we developed a very friendly relationship. We began talking to each other and the more we got to know each other the more we felt we could tell each other. Like I said it was rather odd for me because I was usually a pretty shy person.

Time went by and things were going pretty well. I was doing well in my night classes and Teddy's grades had also slowly been improving. I was happy that my tutoring was paying off for him and of course he was happy as well. About two months after I began tutoring him, we were sitting at my kitchen table chitchatting after one of our lessons and he seemed kind of nervous. I asked him if he was okay and he told me that he wanted to ask me something. I immediately put my guard up because I didn't know what to expect and told him to go ahead and ask me. He asked me if I had heard about a big party that was coming up and I nodded. I had seen flyers around the hallways and I had also heard some of the other students talking about it. Apparently, there was a big party every spring when the semester was close to ending. Teddy looked at me and said that he was thinking about going to the party but didn't want to go alone and was wondering if I would be willing to be his date. I was surprised and caught off guard by the question but at the same time I was flattered that this young guy who could probably get any girl in the class to go with him was asking me to be his date. I quickly responded that I wasn't sure if that was a good idea or not since I was married and wasn't much of a party person. He pleaded with me and asked me to at least consider it and I decided that I would think about it for him. I told him to give me a couple of days to think about it and that I would get back to him. He thanked me and was soon on his way.

After he left, I pondered what he had asked me. I was a married woman and being out partying with a bunch of college students probably wasn't the best thing to be doing, but then again it was just a party. I definitely could use a night out to myself after all the stress of working, raising a child and going to school at night. I pondered his idea and decided to make him work for it. The next morning, I called him before I headed in to work and told him that I would be willing to go to the party with him under one condition. We had a big test coming up in class and I told him that if he got at least a B on the test, then I would go with him. He was excited and told me that he would study his ass off and pass the test. The next couple of days went by as usual and while tutoring Teddy, I could tell he was excited for the party because he was working extra hard to study what I was teaching him. The night of the test, we all headed into the class and took our seats. We spent a good hour taking the test and once we were done we headed outside to take a break while the professor went over the tests. When we returned to our class, the professor was waiting with our grades and handed the tests back to us. As Teddy got his, I looked over to see how he did and noticed a big smile on his face. He definitely studied his ass off because he had aced his test. I smiled and nodded in approval of his grade and knew what that meant. Later that night as I walked to my car, Teddy caught up with me and we discussed the party. It was being held the following Friday night at a house just off our campus and we made plans for the night. I eventually headed home and hoped that I wouldn't regret attending a college party.

The following Friday arrived and I headed home after work. I had already told my husband that I was heading out with some classmates to a small party and that I would probably be home extremely late. He told me not to worry about a thing and wanted me to enjoy myself. I arrived home and decided to jump in the shower to clean myself up. After showering, I headed into the bedroom to get dressed and decided to wear a pair of jeans along with a tank top since it was reasonably warm. I finished prepping myself up and then called a cab. I decided taking a cab was probably the best idea for me so that I can have a few drinks and not worry about driving. The cab arrived a short time later and I was soon on my way. I shot Teddy a text message to let him know and he told me that he would be waiting for me. I arrived a little while later and noticed Ted waiting outside the home for me. I paid the cab and then headed towards Teddy. He greeted me with a hug and kiss on the cheek and we headed inside.

Once inside, we made our way through the living room where there were plenty of people already partying. We found a few of our other classmates and after grabbing a couple of beers we all began to mingle and enjoy ourselves. We spent the next couple of hours, hanging out with each other, enjoying several drinks as well as each other's company. Not being much of a drinker, I could feel the alcohol taking it affects on me and it wasn't long before I was feeling tipsy. Along with feeling tipsy, I also began feeling more relaxed, which in turn led me to dancing one on one with a few of my classmates. Under normal sober circumstances I probably wouldn't be dancing much, but the alcohol was loosening me up and I was letting free. After all I was there to enjoy myself so I might as well do it. We all continued drinking and dancing and having an awesome time and I was really enjoying myself by now.

At some point as I was dancing, Teddy came over and began dancing with me. We did a few songs together and the first thing I noticed was that he was being well behaved. Taking a look around us, almost everyone who was on the dance floor, were dancing against each other with many women grinding into their partners. Surprisingly, Teddy was behaving himself as he danced with me. We took a break from the dancing to grab a couple more drinks, which by now was something that I probably didn't need. As we enjoyed our drinks, someone came by with a tray of shots and asked us if we wanted one. Teddy immediately grabbed himself one and as he did, I decided to enjoy one myself. He held up his shot glass to me and toasted to a fun evening before we both took our shots. I quickly felt it go straight to my head and knew that I should probably slow down but instead, not thinking straight I continued enjoying myself. One shot eventually turned into a few shots and I was pretty much beyond any point that I had ever been. We made our way back onto the dance floor and began dancing together once again. This time I was a lot looser and really enjoying myself and I'm pretty sure that Teddy noticed how drunk I was. We continued dancing and I noticed him getting a little closer to me as we did. I was so drunk that I didn't care and danced my way closer to him until we were dancing face-to-face.

We danced like this for a little bit, before I felt him place his hands on my hips. I didn't object and we continue to dance. After a few songs, I noticed his hands had gone from my hips, to my lower back just above my waist. I still didn't object and we continued dancing. Slowly, over the course of the next few songs, his hands inched their way from my lower back to the top of my ass. I was surprised that he was taking his time since I knew he was trying to grab my ass and most guys would have just gone for it. Since he was taking his time and not being aggressive or anything, I decided not to stop him. Sure enough, after a couple more songs, his hands worked their way onto my ass cheeks. He didn't do anything at first as he waited to see how I would react. When he noticed I wasn't resisting his hands, he slowly squeezed each of my cheeks while we danced. I allowed him to enjoy himself, mostly because I was extremely drunk and not thinking right. We continued dancing and after a few more songs he slowly spun me around and got behind me.

His hands were now on my hips as we danced to the music and I felt him trying to pull me towards him. I decided to avoid the slowness that he was doing and just backed up into him. He was surprised as I began to grind my ass into his crotch. I don't know what had come over me at that moment, but there I was, I happily married woman at a college party, drunk off my ass, dancing with a much younger guy and grinding my ass into his crotch. This behavior was the complete opposite of how I would normally behave but I guess alcohol has a way of controlling people.

We continued dancing like that for a little while with me grinding my ass into his crotch while he held me tightly. I could feel his hard on as I rubbed against his crotch and knew that he was excited by what was happening. As we danced, I felt him begin to inch his hands from my hips to my stomach. Of course I didn't stop him and after a little while, they inched their way up my stomach, stopping just below my tits. On any normal day, I probably would've slapped someone for doing that but I was so far gone and enjoying the attention that I didn't care. We danced like that for a little while longer before I felt his fingers begin to inch a little higher. At that point I decided to stop him even though I was enjoying the attention because I didn't want him squeezing my tits out here on the dance floor. I turned and faced him as we continued dancing and could see a look of disappointment on his face. It was then that I said the craziest thing I had ever said. I was in such a good mood from all the drinking as well as all the attention that he was giving me that I looked him in the eye and asked him if he wanted to go somewhere a little more private. He smiled, nodded and grabbed me by the hand, leading me off the dance floor. We made our way through the house and just before we hit the front door, we saw one of the partygoers carrying the tray of shots. We each grabbed another shot before heading out the door.

We walked down the street and I wasn't sure where we were going as I stumbled along but at the moment I didn't care. I was so far gone that nothing mattered to me. Eventually he led me back to the dorm building where he was staying and we made our way up to his dorm room. Once in his room, it was on. We began kissing each other passionately with our tongues roaming in each other's mouths. As we kissed, his hands began roaming all over my body, enjoying my ass as well as my tits while I reached down and rubbed his crotch through his pants. I could feel his hard cock and couldn't wait to see it. I didn't know what the hell had gotten into me but at the moment I didn't care.

We continued kissing each other and before I knew it, we were tearing each other's clothes off until we were completely nude. He enjoyed my body as he kissed and sucked my nipples before kissing his way down towards my crotch. He then stood back up and walked me over to the bed where he had me lie on my back. Once I was lying down, he climbed on top of me and began once again kissing my body. His warm kisses felt amazing as he worked his way down towards my crotch. Once he reached my pussy, I parted my legs wide for him and he immediately went to work licking me. He worked his tongue all around my pussy, licking my clit and even tongue fucking me for a bit. This drove me wild and I could feel an orgasm coming on. I was amazed at how good he was with his tongue and reached down to hold his head against my pussy. He continued eating me out and within a minute I lost control and began to cum. My whole body convulsed and I moaned loudly as wave after wave of my orgasm shot through my body. It was the first time I had experienced anyone eating me out and getting me off like that and it felt great. He continued to lick me, enjoying my juices in the process. After a few minutes, he stopped eating my pussy and positioned himself between my legs. I knew what was coming and instead of stopping him like I should have, I lay there with my legs wide open, inviting him in.

He grabbed his cock and lined it up with my opening, rubbing the tip around it to get it wet. He slowly thrusted it forward and easily penetrated my soaked pussy. I let out a moan as he slid inch by inch of his hard cock into me. This was the first time in almost 15 years that anyone besides my husband had been in my pussy. This was all wrong, but at the moment I didn't care and wanted this young stud to fuck me. He slowly began to thrust his cock in and out of my pussy, allowing me to enjoy the feel of his hardness. I gripped the sides of the bed as he fucked me slowly. The thought and feel of another man fucking me was too much and I soon began to cum again. I came hard yet again as he continued to thrust into me. I couldn't believe that he managed to get me off twice in the matter of minutes. Slowly, he began picking up his pace, fucking me harder and harder as I moaned louder and louder for him to do so. He drove his cock deeper and deeper into me for several minutes and I was amazed at his stamina and staying power. My husband was usually a couple seconds and we were done, but Teddy seemed like he could go all night.

He fucked my pussy for several minutes, driving his cock deep inside of me with each thrust while I let out loud moans. I told him to fuck me harder and harder and he did just that, pounding my pussy with all that he had. After a little while, he told me he was getting close and instead of having him pull out, I wrapped my legs tightly around his waist. I didn't care about anything at that moment except the fact that I wanted to feel his hot cum inside of me. He continued pumping me and within a few seconds exploded deep inside of me, flooding my pussy with his hot seed. He continued thrusting into me until he shot off the last of his load. He then climbed off of me and collapsed on the bed beside me as we both laid there trying to catch our breaths.

We ended up lying in his bed for quite a while before I noticed that it was extremely late already. I sat up and decided to redress myself. Teddy got up and called me a cab so that I had a way to get home. Once I was dressed, he walked me down to the cab and thanked me for an amazing evening. We said our goodbyes and I told him I would see him next week for our usual lesson. I then hopped into the cab and the driver began driving me home. As he drove, I sat there feeling Teddy's cum seeping from my pussy as I wondered what our next tutoring session would be like...